2-Octene, 8-methoxy-2,6-dimethyl-

Base Information

• Chemical Name: 2-Octene, 8-methoxy-2,6-dimethyl-
• CAS No.: 55915-70-3
• Deprecated CAS: 146387-00-0
• Molecular Formula: C11H22 O
• Molecular Weight: 170.295
• European Community (EC) Number: 259-903-5
• DSSTox Substance ID: DTXSID90885924
• Nikkaji Number: J296.528C
• Mol file: 55915-70-3.mol

Synonyms:2-Octene, 8-methoxy-2,6-dimethyl-;8-Methoxy-2,6-dimethyloct-2-ene;Citronellyl methyl ether;55915-70-3;EINECS 259-903-5;beta-Citronellol methyl ether;SCHEMBL4448966;.beta.-Citronellol, methyl ether;DTXSID90885924;1-methoxy-3,7-dimethyl-6-octene;8 - methoxy - 2,6 - dimethyloct - 2 - ene

Chemical Property of 2-Octene, 8-methoxy-2,6-dimethyl-

Chemical Property:

• Vapor Pressure: 0.218mmHg at 25°C
• Boiling Point: 215.2°C at 760 mmHg
• Flash Point: 70.4°C
• PSA: 60.67000
• Density: 0.809g/cm³
• LogP: 1.17960
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 170.167065321
• Heavy Atom Count: 12
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC=C(C)C)CCOC

Technology Process of 2-Octene, 8-methoxy-2,6-dimethyl-

There total 7 articles about 2-Octene, 8-methoxy-2,6-dimethyl- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.0%

Citronellol (106-22-9) + methyl iodide (74-88-4) → β-citronellol methyl ether (55915-70-3)

Guidance literature:

Citronellol; With sodium hydride; In tetrahydrofuran; at 20 ℃;

methyl iodide; In tetrahydrofuran; at 20 ℃; for 96h;

DOI:10.1021/jacs.1c00683

Reference yield:

5,5-dimethoxy-pentan-2-one (3209-78-7) → β-citronellol methyl ether (55915-70-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 52 percent / LDA / tetrahydrofuran; hexane / 1) -75 deg C, 1 h, 2) 20 deg C, 1 h

2: 67 percent / NH₃, Li / diethyl ether / 1.5 h / -40 °C

3: 83 percent / NaH / dimethylsulfoxide / 17 h / 20 °C

4: aq. pyridinium tosylate / acetone / 2 h / Heating

5: 1.) BuLi / 1.) THF, hexane, 2.) THF, hexane, a) -75 deg C, 1 h, b) 20 deg C, 14 h

With n-butyllithium; ammonia; pyridinium p-toluenesulfonate; lithium; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dimethyl sulfoxide; acetone;

Reference yield:

ethyl 6,6-dimethoxy-3-methyl-2ξ-hexenoate (146308-45-4) → β-citronellol methyl ether (55915-70-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 67 percent / NH₃, Li / diethyl ether / 1.5 h / -40 °C

2: 83 percent / NaH / dimethylsulfoxide / 17 h / 20 °C

3: aq. pyridinium tosylate / acetone / 2 h / Heating

4: 1.) BuLi / 1.) THF, hexane, 2.) THF, hexane, a) -75 deg C, 1 h, b) 20 deg C, 14 h

With n-butyllithium; ammonia; pyridinium p-toluenesulfonate; lithium; sodium hydride; In diethyl ether; dimethyl sulfoxide; acetone;

upstream raw materials:

isopropyltriphenylphosphonium bromide

Citronellol

methyl iodide

5,5-dimethoxy-pentan-2-one

Downstream raw materials:

Citronellol

1-Chloro-4-((E)-8-methoxy-2,6-dimethyl-oct-2-enyloxy)-benzene

1-((E)-8-Methoxy-2,6-dimethyl-oct-2-enyloxymethyl)-4-methyl-benzene

1-((E)-8-Methoxy-2,6-dimethyl-oct-2-enyloxy)-4-methyl-benzene

Refernces

• 1、 Notar Francesco, Irene,Cacciuttolo, Bastien,Pascu, Oana,Aymonier, Cyril,Pucheault, Mathieu,Antoniotti, Sylvain. "Simple salts of abundant metals (Fe, Bi, and Ti) supported on montmorillonite as efficient and recyclable catalysts for regioselective intramolecular and intermolecular hydroalkoxylation reactions of double bonds and tandem processes". . p. 19807 - 19818. Retrieved 2016/03/01.
• 2、 Odinokov, V. N.,Kukovinets, O. S.,Zainullin, R. A.,Kasradze, V. G.,Lolidze, A. V.,Tolstikov, G. A.. "OZONOLYSIS OF ALKENES AND REACTIONS OF POLYFUNCTIONAL COMPOUNDS. XLVII. SYNTHESIS OF 2,6-DIMETHYL-2(E)-OCTENE-1,8-DIOL DIESTERS, WHICH HAVE JUVENOID ACTIVITY". . p. 919 - 922. Retrieved 2007/10/02.